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For aliphatic carbon-halogen bonds, the C-F bond is the strongest and usually less chemically reactive than aliphatic C-H bonds. The other aliphatic-halogen bonds are weaker, their reactivity increasing down the periodic table. They are usually more chemically reactive than aliphatic C-H bonds.
The addition of halogens to alkenes proceeds via intermediate halonium ions. In special cases, such intermediates have been isolated. [5] Bromination is more selective than chlorination because the reaction is less exothermic. Illustrative of the bromination of an alkene is the route to the anesthetic halothane from trichloroethylene: [6]
Substitution reactions in organic chemistry are classified either as electrophilic or nucleophilic depending upon the reagent involved, whether a reactive intermediate involved in the reaction is a carbocation, a carbanion or a free radical, and whether the substrate is aliphatic or aromatic. Detailed understanding of a reaction type helps to ...
Halogens are so named due to their potential to form salts, and form many simple strong acids with hydrogen. Out of the four stable halogens, only fluorine and chlorine have reduction potentials higher than that of oxygen, allowing them to form hydrofluoric acid and hydrochloric acid directly through reaction with water. [17]
Aliphatic compounds can be saturated, joined by single bonds (), or unsaturated, with double bonds or triple bonds ().If other elements (heteroatoms) are bound to the carbon chain, the most common being oxygen, nitrogen, sulfur, and chlorine, it is no longer a hydrocarbon, and therefore no longer an aliphatic compound.
By the same token, however, since iodine has the lowest ionisation energy among the halogens and is the most easily oxidised of them, it has a more significant cationic chemistry and its higher oxidation states are rather more stable than those of bromine and chlorine, for example in iodine heptafluoride. [1]
The most reactive metals, such as sodium, will react with cold water to produce hydrogen and the metal hydroxide: . 2 Na (s) + 2 H 2 O (l) →2 NaOH (aq) + H 2 (g). Metals in the middle of the reactivity series, such as iron, will react with acids such as sulfuric acid (but not water at normal temperatures) to give hydrogen and a metal salt, such as iron(II) sulfate:
Haloalkanes containing halogens other than fluorine are more reactive than the parent alkanes—it is this reactivity that is the basis of most controversies. Many are alkylating agents , with primary haloalkanes and those containing heavier halogens being the most active (fluoroalkanes do not act as alkylating agents under normal conditions).